N-(4-苯氧基苯基)-2-吡啶甲酰胺 | 255904-96-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-苯氧基苯基)-2-吡啶甲酰胺
• 英文名称: N-(4-phenoxyphenyl)-2-pyridinecarboxamide
• 英文别名: N-(4-phenoxyphenyl)pyridine-2-carboxamide
• CAS: 255904-96-2
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: XFPCYFKZKFLIGH-UHFFFAOYSA-N

物化性质

• 沸点：
  381.7±22.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-苯氧基苯基)-2-吡啶甲酰胺 在 二苯甲酮亚胺 、 copper(l) chloride 、 盐酸 作用下， 以 甲苯 、 四氢呋喃 、 水 为溶剂， 反应 16.0h， 以75%的产率得到N-(2-amino-4-phenoxyphenyl)picolinamide
  参考文献：
  名称：

  铜介导的苯胺邻位C H 初级胺化

  摘要：

  我们在此报告了通过使用廉价且市售的二苯甲酮亚胺作为胺化试剂对苯胺进行铜介导的邻位C H 初级胺化。该协议显示出良好的官能团耐受性和杂环兼容性。药物的后期多样化证明了该协议的综合效用。

  DOI：

  10.1016/j.tetlet.2021.153099
• 作为产物：
  描述：

  2-吡啶甲酸 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-(4-苯氧基苯基)-2-吡啶甲酰胺
  参考文献：
  名称：

  铜介导的苯胺邻位C H 初级胺化

  摘要：

  我们在此报告了通过使用廉价且市售的二苯甲酮亚胺作为胺化试剂对苯胺进行铜介导的邻位C H 初级胺化。该协议显示出良好的官能团耐受性和杂环兼容性。药物的后期多样化证明了该协议的综合效用。

  DOI：

  10.1016/j.tetlet.2021.153099

文献信息

• Synthesis of Phenoxyphenyl Pyridine and Pyrazine Carboxamides. Activity against <i>Cydia pomonella</i> (L.) Eggs
  作者：Mercè Balcells、Jesús Avilla、Jaume Profitos、Ramon Canela

  DOI：10.1021/jf990404e

  日期：2000.1.1

  Several N-(4-phenoxyphenyl)pyridinecarboxamides and N-(4-phenoxyphenyl)pyrazinecarboxamides were synthesized from commercially available material, and their ovicidal activities against Cydia pomonella (L.) were tested. Some of the tested products showed a moderate activity when <24-h-old eggs were sprayed using a Potter tower. A significant increase in the length of the development also observed in many cases. A clear correlation between both effects was period of the eggs was noticed: the products that produced higher mortality also produced higher increase of the length of the development. These results seem to confirm our hypothesis that these compounds could be defined as a juvenile hormone analogues.
• Ovicidal, larvicidal and juvenilizing activity of a picolinephenoxyanilide againstCydia pomonella
  作者：Ramon Canela、Merc� Balcells、Laura Dalmau、Jes�s Avilla

  DOI：10.1002/1526-4998(200007)56:7<586::aid-ps172>3.0.co;2-e

  日期：2000.7

  N-(4-phenoxyphenyl)-2-pyridinecarboxamide (1) was synthesized from commercially available materials and its ovicidal and larvicidal activity against Cydia pomonella (L) was tested. The compound showed a LC50 of 0.98 mg ml(-1) when eggs less than 24h were sprayed using a Potter Tower, but it had no effect when eggs older than this were sprayed. The compound did not have larvicidal activity when larvae were treated with 1200 mu g g(-1). However, the larval head capsules were smaller than those in the controls when treated at this concentration. To assess its possible juvenile-hormone-like activity, the compound was topically applied to young pupae of Tribolium confusum duVal, where it produced clear juvenilization effects, which were dependent on the applied dose. (C) 2000 Society of Chemical Industry.
• Copper-mediated ortho C H primary amination of anilines
  作者：Tai-Jin Cheng、Xing Wang、Hui Xu、Hui-Xiong Dai

  DOI：10.1016/j.tetlet.2021.153099

  日期：2021.6

  We report herein a copper-mediated ortho CH primary amination of anilines by using cheap and commercially available benzophenone imine as the amination reagent. The protocol show good functional group tolerance and heterocyclic compatibility. Late-stage diversification of drugs demonstrate the synthetic utility of this protocol.

  我们在此报告了通过使用廉价且市售的二苯甲酮亚胺作为胺化试剂对苯胺进行铜介导的邻位C H 初级胺化。该协议显示出良好的官能团耐受性和杂环兼容性。药物的后期多样化证明了该协议的综合效用。